Azo coloring-matter.



UNITED. STATES m OFFICE.

osoAn Gim'rHEm-or ,ELBERFELD, GERMANY, Assronon ro FARBENFABRIKEN VORlli. FRIEDR. BAYER & 00., or ELBERFELD, GERMANY, A CORPORATION or GERMANY.

AZO COLORING-MATTER.

No Drawing.

Specification of Letters Patent".

To rill whom it may concern:

' Be it "known that I, OSCAR GiiN'rHnn, doc

tor of philosophy, chemist, citizen of the German Empire, residing at-Elberfeld, Germany, have invented new and useful 1m provements in New Azo Coloring-Matters, of which the following is a specification.

I have found that new and valuable substantive azo dyestuffs can be obtained by combining with resorcin diazo compounds prepared from azo dyes obtainable from diazo compounds and such a' derivative of the 2-amino-5-naphthol-7 sulfonic acid as contains as a substituent a heteronuclear side chain with a diazotizable amino group.

The new azo-coloring matters are after being dried and pulverized dark powders soluble in concentrated sulfuric acid generally with a red coloration. They dye cotton directly in orange to violet-red pure shades fast to acids which become fast to washing by an after treatment with fori on wean-06H -N=N- o ii azo components, such as beta-naphthylamin,

ortho-anisidin, 'metaxylilin, -etc., can be used and instead of para-aminobenzoyl-2- amino-5-naphthol-7-sulfonic acid other of the, above .mentioned heteronuclear derivatives can be used, 6. .g. meta-aminobenzoyl-2- amino-5-naphthol-7-sulfonic acid, aminophenyl-1.2-naphthimidazol-5 oxy-7 7 sulfonic acid, aminophenyl-1.2-naphthothiazol-5-oxymaldehyde. Upon reduction with stannous chlorid and HCl an aromatic amin, aminoresorcin and a derivative of the 2.6-diamino- 5.-naphthol-7-sulfonic acid are obtained. 7

'In order to illustrate the new process more fully the following example is given, the parts being by weight The mono-azo dye obtained from 150 parts of diazotized paraaminoacetanilid. and 358 parts of paraamino-benzoyl-2-amino-5-naphthol-7-sulfonic acid is diazotized by means of 69 parts of sodium nitrite and the necessary quantity of hydrochloric acid and the diazo compound is added to a solution of 110 parts of resorcin containing an excess of sodium carbonate. The dye is isolated by the addition of common salt, filtered OE and dried. It is after being dried and pulverized in the shapeof its sodium salt a dark powder with a metallic luster having in a free state most probably the formula:

7 -sulfonic" acid, 5-oxy-naphtho-1.2-diaminobenzaldehydin-7-sulfonic 3 acid, 5-oxy-1.2-

aminophenylnaphthotriazin-7-sulfonic acid,-

'dark powders soluble in concentrated sulfuric acid generally with a red coloration; yielding upon reduction with stannous chlorid and HCl an aromatic amin, aminoresorcin and a'derivative of the 2.6-diamino- 5-naphthol-7-sulfonicacid; and dyeing cotton directly in orange to violet-red pure Patented Sept. 30, 1913.. Application filed Inlay 14, 1913. Serial No. 767,581.

shades fast to acids and by an after treatment with formaldehyde fast to .washlng,

substantially as described.

which is after being' dried and pulverized in. the shape of its sodium salt a dark powder with a metallic luster; soluble in concentrated sulfuric acid with a red c01- oration; yielding upon treatment with stan-.

nous chlorid and hydrochloric acid paraaminoacetanilid, 2 para aminobenzoylamino-6-amino-5-naphthol-7-sulfonic acid and l-amino-2.4-dioxybenzene; and dyeing cot- 2. The herein described new azo dye hav'- ing in a free state most probably the following formula: i

pure red shades, substantially as described.

In testimony whereof I have hereunto set ton in my hand in the presence of two subscribing 

